Acetaldehyde → 4-(4-Ethoxyphenyl)-N-(2-methoxyethyl)-N-[4-(2-methyl-1H-imidazol-1-yl)phenyl]-1-(phenylmethyl)-2-piperazinecarboxamide

HRID 1589022Notes

Reaction equation

HRID 1589022 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:33][CH2:34][O:35][CH3:36])[C:9]([CH:11]2[CH2:16][N:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH3:25])=[CH:19][CH:18]=3)[CH2:14][CH2:13][N:12]2[CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:10])=[CH:4][CH:3]=1.O=C[CH:39]([CH2:41]O)O.[CH:43](=O)[CH3:44].[OH-].[NH4+:47]>>[CH2:24]([O:23][C:20]1[CH:21]=[CH:22][C:17]([N:15]2[CH2:14][CH2:13][N:12]([CH2:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:11]([C:9]([N:8]([CH2:33][CH2:34][O:35][CH3:36])[C:5]3[CH:4]=[CH:3][C:2]([N:1]4[CH:44]=[CH:43][N:47]=[C:41]4[CH3:39])=[CH:7][CH:6]=3)=[O:10])[CH2:16]2)=[CH:18][CH:19]=1)[CH3:25]

Participants

5

Reactant 4

HCID 177AcetaldehydeHCID 751GlyceraldehydeHCID 14923Ammonium HydroxideHCID 14998839N-(4-Aminophenyl)-4-(4-ethoxyphenyl)-N-(2-methoxyethyl)-1-(phenylmethyl)-2-piperazinecarboxamide

Product 1

HCID 149987784-(4-Ethoxyphenyl)-N-(2-methoxyethyl)-N-[4-(2-methyl-1H-imidazol-1-yl)phenyl]-1-(phenylmethyl)-2-piperazinecarboxamide

Procedure

In a manner similar to Preparation 34, react N-(4-aminophenyl)-4-(4-ethoxyphenyl)-N-(2-methoxyethyl)-1-(phenylmethyl)-2-piperazinecarboxamide with glyceraldehyde, acetaldehyde and ammonium hydroxide to obtain the title compound.

Workup

  1. customIn a manner similar to Preparation 34

Sources & evidence

ORD record
ord-1d89e0c23a834455bebcb94c51f74923
Source dataset
uspto-grants-1993_06
Patent number
US05223623

Reaction notes

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